Water → HCID 19767498, compound

HRID 1590610Notes

Reaction equation

HRID 1590610 reaction equation
CC1(C)[O:7][CH2:6][C:5]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[C:12]([F:17])[CH:11]=2)([CH2:8][OH:9])[CH2:4][O:3]1.O>CO>[F:17][C:12]1[CH:11]=[C:10]([C:5]([CH2:8][OH:9])([CH2:4][OH:3])[CH2:6][OH:7])[CH:15]=[CH:14][C:13]=1[F:16]

Participants

4

Reactant 2

HCID 962WaterHCID 19767522HCID 19767522, compound

Product 1

HCID 19767498HCID 19767498, compoundYield 53.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2,2-Dimethyl-5-(3,4-difluorophenyl)-5-hydroxymethyl-1,3-dioxane (1.0 g) and Dowex 50×8-200 ion exchange resin (H+ form) (100 mg) in methanol (100 ml) containing water (20 ml) was heated to reflux with stirring for 3 hours. The cooled solution was filtered and evaporated to leave 2-(3,4-difluorophenyl)-2-hydroxymethylpropane-1,3-diol (0.45 g) as a yellow gum. Nmr. (d6 acetone) δ 7.5 (1H,m), 7.3 (1H,m), 7.2 (1H,m), 3.95 (6H,s), 4.2-3.8 (3H,broad).

Workup

  1. temperaturewas heated
  2. temperatureto reflux
  3. filtrationThe cooled solution was filtered
  4. customevaporated

Sources & evidence

ORD record
ord-04018de313aa4c9f98dcf2417e3e9ea5
Source dataset
uspto-grants-1993_04
Patent number
US05204333

Reaction notes

Loading…